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Chemical Synthesis and Biological Evaluation of cis- and trans-12,13-Cyclopropyl and 12,13-Cyclobutyl Epothilones and Related Pyridine Side Chain Analogues

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Enantioselective Total Synthesis of Epothilone A Using Multifunctional Asymmetric Catalyses
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How Stable Are Epoxides? A Novel Synthesis of Epothilone B
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Identification of Toxic 2,4-Decadienal in Oxidized, Low-Density Lipoprotein by Solid-Phase Microextraction
inferredcites →https://doi.org/10.1002/anie.199628011openalex-snapshot
Total Synthesis of (–)‐Epothilone A
inferredcites →https://doi.org/10.1002/anie.199701661openalex-snapshot
Total Synthesis of Epothilone A: The Olefin Metathesis Approach
inferredcites →https://doi.org/10.1002/anie.199705231openalex-snapshot
Total Synthesis of (−)‐Epothilone A
inferredcites →https://doi.org/10.1002/anie.199721031openalex-snapshot
5,6,11,12,17,18‐Hexadehydro‐1,4,7,10,13,16‐hexaethynyltribenzo[a,e,i,]cyclododecene: Synthesis and CpCo‐Catalyzed Cycloisomerization to the First Superdelocalized Oligophenylenes
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2-Substituted-3-acylindoles through the Palladium-Catalysed Carbonylative Cyclization of 2-Alkynyltrifluoroacetanilides with Aryl Halides and Vinyl Triflates
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An improved procedure for aldehyde-to-alkyne homologation via 1,1-dibromoalkenes; synthesis of 1-bromoalkynes
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Selective grignard-type carbonyl addition of alkenyl halides mediated by chromium(II) chloride
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Chemistry on stamps (chemophilately)
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Micelle-mediated resonance Raman spectroscopy: a new approach for characterizing low levels of luminescent compounds
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inferredcites →https://doi.org/10.1021/ol0058240openalex-snapshot
Synthesis, Structure Proof, and Biological Activity of Epothilone Cyclopropanes
inferredcites →https://doi.org/10.1021/ol990248xopenalex-snapshot
Improved Synthesis of Epothilone B Employing Alkylation of an Alkyne for Assembly of Subunits
inferredcites →https://doi.org/10.1021/ol990261hopenalex-snapshot
Sets of Aldolase Antibodies with Antipodal Reactivities. Formal Synthesis of Epothilone E by Large-Scale Antibody-Catalyzed Resolution of Thiazole Aldol
inferredcites →https://doi.org/10.1038/387268a0openalex-snapshot
Synthesis of epothilones A and B in solid and solution phase
inferredcites →https://doi.org/10.1038/387272a0openalex-snapshot
Evolution of the nitrogen cycle and its influence on the biological sequestration of CO2 in the ocean
inferredcites →https://doi.org/10.1073/pnas.040546297openalex-snapshot
A common pharmacophore for epothilone and taxanes: Molecular basis for drug resistance conferred by tubulin mutations in human cancer cells
inferredcites →https://doi.org/10.1074/jbc.272.27.17118openalex-snapshot
Paclitaxel-resistant Human Ovarian Cancer Cells Have Mutant β-Tubulins That Exhibit Impaired Paclitaxel-driven Polymerization
inferredcites →https://doi.org/10.1093/jnci/82.13.1107openalex-snapshot
New Colorimetric Cytotoxicity Assay for Anticancer-Drug Screening
inferredcites →https://doi.org/10.1246/bcsj.52.1989openalex-snapshot
A Rapid Esterification by Means of Mixed Anhydride and Its Application to Large-ring Lactonization

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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inferred← citeshttps://doi.org/10.1021/cr0301402openalex-snapshot
Macrolactonizations in the Total Synthesis of Natural Products
inferred← citeshttps://doi.org/10.1021/cr300129nopenalex-snapshot
Update 1 of: Macrolactonizations in the Total Synthesis of Natural Products
inferred← citeshttps://doi.org/10.1021/cr800332copenalex-snapshot
Chemistry of Polyvalent Iodine
inferred← citeshttps://doi.org/10.1021/cr9405462openalex-snapshot
Phosphorolytic Reactivity ofo-Iodosylcarboxylates and Related Nucleophiles
inferred← citeshttps://doi.org/10.1021/ic7021962openalex-snapshot
Unexpected C−H Activation of Ru(II)−Dithiomaltol Complexes upon Oxidation
inferred← citeshttps://doi.org/10.1021/ja0400382openalex-snapshot
o-Iodoxybenzoic Acid (IBX) as a Viable Reagent in the Manipulation of Nitrogen- and Sulfur-Containing Substrates: Scope, Generality, and Mechanism of IBX-Mediated Amine Oxidations and Dithiane Deprotections
inferred← citeshttps://doi.org/10.1021/jacs.5b01745openalex-snapshot
Oxygenation of Methylarenes to Benzaldehyde Derivatives by a Polyoxometalate Mediated Electron Transfer–Oxygen Transfer Reaction in Aqueous Sulfuric Acid
inferred← citeshttps://doi.org/10.1021/jacs.7b02655openalex-snapshot
12,13-Aziridinyl Epothilones. Stereoselective Synthesis of Trisubstituted Olefinic Bonds from Methyl Ketones and Heteroaromatic Phosphonates and Design, Synthesis, and Biological Evaluation of Potent Antitumor Agents
inferred← citeshttps://doi.org/10.1021/jm030347nopenalex-snapshot
Diflunisal Analogues Stabilize the Native State of Transthyretin. Potent Inhibition of Amyloidogenesis
inferred← citeshttps://doi.org/10.1021/jm050570fopenalex-snapshot
Synthesis and Structure−Activity Relationships of 3-[(2-Methyl-1,3-thiazol-4-yl)ethynyl]pyridine Analogues as Potent, Noncompetitive Metabotropic Glutamate Receptor Subtype 5 Antagonists; Search for Cocaine Medications
inferred← citeshttps://doi.org/10.1021/jm201207hopenalex-snapshot
Comparative Study of the Affinity and Metabolism of Type I and Type II Binding Quinoline Carboxamide Analogues by Cytochrome P450 3A4
inferred← citeshttps://doi.org/10.1021/jo0110247openalex-snapshot
Unified Route to the Palmarumycin and Preussomerin Natural Products. Enantioselective Synthesis of (−)-Preussomerin G
inferred← citeshttps://doi.org/10.1021/jo034483bopenalex-snapshot
A Mild, Chemoselective Oxidation of Sulfides to Sulfoxides Using o-Iodoxybenzoic Acid and Tetraethylammonium Bromide as Catalyst
inferred← citeshttps://doi.org/10.1021/jo050117bopenalex-snapshot
Organohypervalent Iodine: Development, Applications, and Future Directions
inferred← citeshttps://doi.org/10.1021/jo051898jopenalex-snapshot
IBX-Mediated α-Hydroxylation of α-Alkynyl Carbonyl Systems. A Convenient Method for the Synthesis of Tertiary Alcohols
inferred← citeshttps://doi.org/10.1021/jo0619074openalex-snapshot
o-Iodoxybenzoic Acid- and Tetraethylammonium Bromide-Mediated Oxidative Transformation of Primary Carboxamides to One-Carbon Dehomologated Nitriles
inferred← citeshttps://doi.org/10.1021/jo100279wopenalex-snapshot
Enantiospecific Total Synthesis of the Important Biogenetic Intermediates along the Ajmaline Pathway, (+)-Polyneuridine and (+)-Polyneuridine Aldehyde, as well as 16-Epivellosimine and Macusine A
inferred← citeshttps://doi.org/10.1021/jo1024738openalex-snapshot
Organoiodine(V) Reagents in Organic Synthesis
inferred← citeshttps://doi.org/10.1021/jo102545mopenalex-snapshot
One-Pot Synthesis of 1,2-Dihydropyridines: Expanding the Diverse Reactivity of Propargyl Vinyl Ethers
inferred← citeshttps://doi.org/10.1021/jo201491qopenalex-snapshot
Twist Does a Twist to the Reactivity: Stoichiometric and Catalytic Oxidations with Twisted Tetramethyl-IBX
inferred← citeshttps://doi.org/10.1021/jo2021967openalex-snapshot
An Asymmetric Ugi Three-Component Reaction Induced by Chiral Cyclic Imines: Synthesis of Morpholin– or Piperazine–Keto-carboxamide Derivatives
inferred← citeshttps://doi.org/10.1021/jo8012435openalex-snapshot
Clean and Efficient Benzylic C−H Oxidation in Water Using a Hypervalent Iodine Reagent: Activation of Polymeric Iodosobenzene with KBr in the Presence of Montmorillonite-K10
inferred← citeshttps://doi.org/10.1021/jo902029xopenalex-snapshot
Total Synthesis of Racemic Laurenditerpenol, an HIF-1 Inhibitor
inferred← citeshttps://doi.org/10.1021/ol020101xopenalex-snapshot
Regiospecific, Enantiospecific Total Synthesis of the Alkoxy-Substituted Indole Bases, 16-epi-Na-Methylgardneral, 11-Methoxyaffinisine, and 11-Methoxymacroline as Well as the Indole Alkaloids Alstophylline and Macralstonine
inferred← citeshttps://doi.org/10.1021/ol026589jopenalex-snapshot
SAR and pH Stability of Cyano-Substituted Epothilones
inferred← citeshttps://doi.org/10.1021/ol051208yopenalex-snapshot
The First Regiospecific, Enantiospecific Total Synthesis of 6-Oxoalstophylline and an Improved Total Synthesis of Alstonerine and Alstophylline as Well as the Bisindole Alkaloid Macralstonine
inferred← citeshttps://doi.org/10.1021/ol052512uopenalex-snapshot
Convergent Stereoselective Synthesis of the Visual Pigment A2E
inferred← citeshttps://doi.org/10.1021/ol0526266openalex-snapshot
Enantiospecific Synthesis of (+)-Na-Methylpericyclivine and (−)-Na-Methylakuammidine as Well as the Ring-A Oxygenated Natural Products, (+)-10-Methoxy Na-Methylpericyclivine and 10-Hydroxy Na-Methylpericyclivine
inferred← citeshttps://doi.org/10.1021/ol0528787openalex-snapshot
Design, Total Synthesis, and Evaluation of Novel Open-Chain Epothilone Analogues
inferred← citeshttps://doi.org/10.1021/ol0710616openalex-snapshot
Stereoselective Route to Oxetanocin Carbocyclic Analogues Based on a [2 + 2] Photocycloaddition to a Chiral 2(5H)-Furanone
inferred← citeshttps://doi.org/10.1021/ol200114kopenalex-snapshot
Stereoselective Synthesis of 12,13-Cyclopropyl-Epothilone B and Side-Chain-Modified Variants
inferred← citeshttps://doi.org/10.1021/ol202777hopenalex-snapshot
Design, Synthesis, Structure, and Dehydrogenation Reactivity of a Water-Soluble o -Iodoxybenzoic Acid Derivative Bearing a Trimethylammonium Group
inferred← citeshttps://doi.org/10.1021/ol3034675openalex-snapshot
Regioselective Bromination of Fused Heterocyclic N-Oxides
inferred← citeshttps://doi.org/10.1021/ol501357wopenalex-snapshot
Metal-Free, Efficient Oxyfluorination of Olefins for the Synthesis of α-Fluoroketones
inferred← citeshttps://doi.org/10.1038/s41467-019-10414-7openalex-snapshot
Bio-inspired iron-catalyzed oxidation of alkylarenes enables late-stage oxidation of complex methylarenes to arylaldehydes
inferred← citeshttps://doi.org/10.1038/s41467-019-12928-6openalex-snapshot
A Bayesian machine learning approach for drug target identification using diverse data types
inferred← citeshttps://doi.org/10.1038/s41467-020-16519-8openalex-snapshot
Site-selective electrooxidation of methylarenes to aromatic acetals
inferred← citeshttps://doi.org/10.1038/s41586-018-0391-9openalex-snapshot
Building C(sp3)-rich complexity by combining cycloaddition and C–C cross-coupling reactions
inferred← citeshttps://doi.org/10.1039/b312213copenalex-snapshot
Conformation–activity relationships in polyketide natural products. Towards the biologically active conformation of epothilone
inferred← citeshttps://doi.org/10.1039/b312849kopenalex-snapshot
A practical improvement of odorless Corey–Kim and Swern oxidations
inferred← citeshttps://doi.org/10.1039/b405839aopenalex-snapshot
The merger of natural product synthesis and medicinal chemistry: on the chemistry and chemical biology of epothilones
inferred← citeshttps://doi.org/10.1039/b515838aopenalex-snapshot
A new method for the synthesis of Z-enediones via IBX-mediated oxidative rearrangement of 2-alkynyl alcohol systems
inferred← citeshttps://doi.org/10.1039/b618135jopenalex-snapshot
Oxidative cleavage of vicinal diols: IBX can do what Dess–Martin periodinane (DMP) can
inferred← citeshttps://doi.org/10.1039/b908600eopenalex-snapshot
A temporary stereocentre approach for the asymmetric synthesis of chiral cyclopropane-carboxaldehydes
inferred← citeshttps://doi.org/10.1039/b919346bopenalex-snapshot
A metal-free catalytic system for the oxidation of benzylic methylenes and primary amines under solvent-free conditions
inferred← citeshttps://doi.org/10.1039/c0cc02265aopenalex-snapshot
Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions
inferred← citeshttps://doi.org/10.1039/c0ob00722fopenalex-snapshot
Effective oxidation of benzylic and alkane C–H bonds catalyzed by sodium o-iodobenzenesulfonate with Oxone as a terminal oxidant under phase-transfer conditions
inferred← citeshttps://doi.org/10.1039/c2cs35116aopenalex-snapshot
Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance
inferred← citeshttps://doi.org/10.1039/c2ob25101aopenalex-snapshot
The stereocontrolled total synthesis of spirastrellolide A methyl ester. Fragment coupling studies and completion of the synthesis
inferred← citeshttps://doi.org/10.1039/c2sc20178jopenalex-snapshot
A highly selective vanadium catalyst for benzylic C–H oxidation
inferred← citeshttps://doi.org/10.1039/c4ob00448eopenalex-snapshot
Asymmetric synthesis of 3,3,5,5-tetrasubstituted 1,2-dioxolanes: total synthesis of epiplakinic acid F
inferred← citeshttps://doi.org/10.1039/c5cc07799kopenalex-snapshot
The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil
inferred← citeshttps://doi.org/10.1039/c5ra25036fopenalex-snapshot
IBX-promoted domino reaction of α-hydroxy amides: a facile one-pot synthesis of isatins
inferred← citeshttps://doi.org/10.1039/d0np00003eopenalex-snapshot
Perspectives from nearly five decades of total synthesis of natural products and their analogues for biology and medicine
inferred← citeshttps://doi.org/10.1055/sos-sd-108-00298openalex-snapshot
8.1.6 Product Subclass 6: Lithium Amides
inferred← citeshttps://doi.org/10.1080/00397911.2013.854916openalex-snapshot
o-Iodoxy Benzoic Acid–Mediated Synthesis of 3,5-Diarylisoxazoles and Isoxazole-3-carboxylic Acids
inferred← citeshttps://doi.org/10.1080/00397911.2018.1448418openalex-snapshot
Rh(III)-catalyzed synthesis of unsymmetrical acridines from aldehydes and azides using transient directing strategy in biomass-derived γ -valerolactone
inferred← citeshttps://doi.org/10.1080/02772248.2015.1119834openalex-snapshot
A straightforward green synthesis of N-(tert-butylsulfinyl)imines
inferred← citeshttps://doi.org/10.1080/10286020.2017.1386659openalex-snapshot
Synthesis and antitumor activities of sinomenine derivatives on rings A and C
inferred← citeshttps://doi.org/10.1097/01.cad.0000131681.21637.b2openalex-snapshot
The clinical development of new mitotic inhibitors that stabilize the microtubule
inferred← citeshttps://doi.org/10.1101/134973openalex-snapshot
A New Big-Data Paradigm for Target Identification and Drug Discovery
inferred← citeshttps://doi.org/10.1126/science.1099190openalex-snapshot
The Binding Mode of Epothilone A on α,ß-Tubulin by Electron Crystallography
inferred← citeshttps://doi.org/10.1134/s1070428017120016openalex-snapshot
Cycloalka[c]pyridine derivatives. Methods of synthesis and chemical properties
inferred← citeshttps://doi.org/10.1149/2.1121807jesopenalex-snapshot
Poly(aniline) Decorated with Nanocactus Platinum on Carbon Fiber Paper and Its Electrocatalytic Behavior toward Toluene Oxidation
inferred← citeshttps://doi.org/10.1201/9781420039658.ch21openalex-snapshot
Epothilone, a Myxobacterial Metabolite with Promising Antitumor Activity
inferred← citeshttps://doi.org/10.1358/dof.2002.027.12.711728openalex-snapshot
Epothilones: new tubulin polymerization agents in preclinical and clinical development
inferred← citeshttps://doi.org/10.18388/abp.2011_2274openalex-snapshot
Computational study of binding of epothilone A to β-tubulin.
inferred← citeshttps://doi.org/10.2174/1568026614666141130095855openalex-snapshot
Epothilones: From Discovery to Clinical Trials
inferred← citeshttps://doi.org/10.3184/174751914x14031774189763openalex-snapshot
2-Iodoxybenzenesulfonic Acid-Catalysed oxidation of Primary and Secondary Alcohols with Oxone in Cetyl Trimethylammonium Bromide Micelles at Room Temperature
inferred← citeshttps://doi.org/10.3390/71100840openalex-snapshot
First Example of Direct Transformation of Alkylbenzenes to 1,3-Benzodioxoles by Oxidation with o-Chloranil
inferred← citeshttps://doi.org/10.3390/molecules21081010openalex-snapshot
Synthesis, Biological Profiling and Determination of the Tubulin-Bound Conformation of 12-Aza-Epothilones (Azathilones)
inferred← citeshttps://doi.org/10.3390/org2010002openalex-snapshot
Esterifications with 2-(Trimethylsilyl)ethyl 2,2,2-Trichloroacetimidate
inferred← citeshttps://doi.org/10.3987/com-13-s(s)71openalex-snapshot
Synthetic Studies on Furanosteroids. Functionalization of Ring A of the Viridin Core Skeleton
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